Vacation rentals in San Simon

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Top-rated vacation rentals in San Simon

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Top guest favourite
The exterior of a newer construction desert home is displayed, featuring a light-colored stucco facade and a covered porch with wooden beams. A gravel driveway leads to the entrance, surrounded by sparse desert vegetation and views of the mountains in the background.
Home in Portal
4.92 out of 5 average rating, 192 reviews

Majestic Getaway in Southwest

Newer construction desert home with beautiful views of Chiricahua Mountains. 2 master bedrooms with king size beds, 2 1/2 baths, fully equipped kitchen. Den has pullout couch. Amenities: Cable, internet, washer/dryer, AC. Home is located on 4 acres in Arizona Sky Village, Portal, AZ. Minutes from Coronado National Forest. Birders Welcome! This area is one of the top birding sites in North America. Cave Creek Canyon is located nearby. For astronomers, this area has the darkest skies in the United States.

Top guest favourite
A silhouette of storage silos against a dramatic sunset, showcasing shades of orange and purple in the sky. The horizon features distant mountains, and open fields are visible in the foreground, contributing to the rural charm of the landscape.
Farm stay in Willcox
4.96 out of 5 average rating, 149 reviews

The Scale House

Take it easy at this unique and tranquil getaway. The Scale House is located in the heart of wine country. It is across the road from a beautiful Vineyard and within 3 miles of six more vineyards. The night sky is perfect for stargazing. If you are a bike rider, you are in the perfect area. It is located next to an elevator that was used for 50 years before farming changed in the valley. The scales were removed and the house has been remodeled making it feel new and comfortable for a night away.

Top guest favourite
A cozy living room is filled with comfortable seating, including brown leather couches and an armchair. A wooden coffee table sits in the center, adorned with magazines and a plant. Natural light enters through a window, complemented by warm, earthy decor elements.
Ranch in Willcox
4.87 out of 5 average rating, 105 reviews

Cowboy Hideaway

Our little place is surrounded with all the nature and wildlife one needs. The peace and quiet with endless starry nights are relaxing and rejuvenating for the soul. Bring your family and enjoy our newly renovated 3 bedroom 2 bath home. It offers plenty of space with a fenced back yard and firepit for those beautiful nights. It also boasts a 7 stall barn for your horses so no one is left home alone. With just a short drive you can be at endless trails, historic towns, vineyards and family farms.

Top guest favourite
A cozy living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A small coffee table sits in front, accompanied by a patterned area rug. Soft light filters through a large window, complemented by a welcoming entry door featuring a friendly greeting.
Guesthouse in Cochise County
4.99 out of 5 average rating, 232 reviews

Cochise Stronghold Airb&b

Sandy and I invite you to enjoy a secluded hide away from the hustle and bustle of city life. We are located 4 miles from the Cochise Stronghold Mountains, The Chiricahua National Monument to the East is 45 minutes away. Our small town of Sunsites host the Iron Skillet which serves breakfast and lunch ,while TJ's bar and grill serves meals all day. Wonderful BBQ! Lots of History with Tombstone just an hour away. Kartchner Caverns State Park is 45 minutues away. Don't forget our wines!

Top guest favourite
The exterior of the cabin is viewed from the patio, featuring a covered seating area with two chairs and a small table. A door leads into the cabin, with a privacy curtain partially drawn. An outdoor shower and a separate utility area are also visible.
Tiny homes in Dragoon
4.98 out of 5 average rating, 254 reviews

Studio Cabin: Glamping with Mountain Views

3:10 to Dragoon studio cabin is only 1 hr east of Tucson and 3 miles off the I-10 in the tiny town of Dragoon. Our property borders trust land w/unobstructed mountain views. We are near the Willcox Wine Trail, Cochise Stronghold, and Chiricahua Nat'l Monument. The cozy cabin is equipped with an outdoor hot shower, cassette toilet, heat/ac, kitchenette and double bed. This is glamping at its finest in Cochise country! (At 4600' elevation, we are 10-15 degrees cooler than Tucson or Phoenix!)

Top guest favourite
The exterior of the two-story structure is highlighted by soft outdoor lighting, casting a warm glow against the wooden walls. A covered porch area is visible below, with stairs leading to the upper private entrance. The surrounding landscape is open with a nighttime sky.
Home in Tombstone
4.98 out of 5 average rating, 110 reviews

~ Tombstone ~ Quail Ridge Loft

Our private entrance entire second story has a cozy atmosphere! It’s located off Middlemarch, heading up to the adventurous Dragoon Mountain area where people like to hike and go off roading. You have a spectacular view of the Dragoon Mountains from your 32 ft patio or cozy downstairs fenced area and perfect view to watch the sunrise or sunset. We are only 4 miles (2 miles as the crow fly's) from the Historic town of Tombstone. There is a BBQ. Directv is on your 55" Smart TV. Pet friendly!

Top guest favourite
An inviting living space features terracotta tiled flooring and a large window that frames outdoor views. A round fireplace sits against a warm-colored wall, and a chandelier hangs from the wooden ceiling beams. Two lamps illuminate a small table near a patterned area rug.
Home in Cochise County
4.95 out of 5 average rating, 349 reviews

Indian Ridge Casita

The Casita (large studio type) sits up above Sulphur Springs Valley at 4400', much cooler temps, over looking Cochise Stronghold and the Dragoon Mountains. Secluded, and views galore. Chirachua National Monument, Whitewater Preserve, Fort Bowie, Willcox, good food, wineries, old western town. If you have horses, we have accommodations on our other property for them . Only two pets are allowed. Must have approval from host if more are requested. Pets MUST be listed in booking details.

Top guest favourite
Cabin in Tombstone
4.95 out of 5 average rating, 439 reviews

Authentic 1880s Miner's Cabin by Tombstone Brewery

Our original to the town adobe style miner's cabin, built in the 1880s, will take you back in time with its scenic mountain views and breathtaking night sky. The interior of the cabin has been carefully restored using a historic color palate, craftsman-style furniture, antiques and decor. Situated just a block away from Tombstone Brewery and only two blocks from historic Allen Street - walk to the best Tombstone shopping, saloons and attractions, then kick back on our porch and relax.

Top guest favourite
Tiny homes in Animas
5 out of 5 average rating, 52 reviews

Observatory Cabin Near Rodeo, NM & Portal, AZ

Escape to a peaceful high-desert retreat in southern New Mexico, just: • 15 miles from Portal, Arizona • 17 miles from Cave Creek Canyon • 8.6 miles from the Chiricahua Desert Museum Valley Vista Getaway is an award-winning tiny home with panoramic desert and mountain views, located under true Bortle 1 dark skies. Spend your days exploring the incredible birding, hiking, and wildlife of the Portal–Chiricahua region, then return each night to quiet desert skies filled with stars.

Top guest favourite
The kitchen features a central island with seating for three, complemented by wooden bar stools. White cabinetry and a gray refrigerator create a modern atmosphere. Pendant lights hang over the island, illuminating the workspace, while large windows provide natural light.
Home in Willcox
4.99 out of 5 average rating, 204 reviews

Quail Run Hideaway

Quiet country setting one mile from Willcox. Well behaved pets welcome, doggy door fenced in area. Sit quietly on the back deck to see birds including quail come to feed. Bird seed is provided. Sit on the front deck in the evenings and enjoy the hoot of our resident Great Horned Owl. The Sandhill cranes fly over in the morning and early evening, this happens in the late fall thru the middle of March. Several wine tasting rooms are available in Willcox and the surrounding area.

Top guest favourite
The exterior of the guest house is shown under a vibrant blue sky adorned with white clouds. The structure features a green metal roof, white walls, and large windows. A tree and pebbled ground surround the building, enhancing its tranquil setting.
Apartment in Willcox
5 out of 5 average rating, 190 reviews

High Desert Dreams Guest House

The Guest House is a fully contained separate building. It is located 30 miles SE of Willcox, AZ near the Chiricahua Mountain Range. The Guest House is newly remodeled and has approximately 750 sq ft of living space. The interior is decorated in Cowboy/Mexican/Indian decor. The scenery boasts mountains, open pasture and blue skies! The Chiricahua National Monument is a short 4 miles from our place. If you are looking for a quiet and peaceful place to stay, this is it!

Top guest favourite
A single-story ranch house with a red roof is surrounded by desert land and evergreen trees. Mountain ranges are visible in the background under a clear sky, providing a serene and open atmosphere.
Home in Rodeo
4.98 out of 5 average rating, 204 reviews

Cienega Ranch Guesthouse SouthWest Working Ranch

Historical Rodeo, NM Cienega Ranch homesteaded by our family in 1878. Walk the paths of Geronimo, Billy the Kid and Cochise the Apache. Geronimo ate his last meal as a free man on our ranch. ( see books Portal to Paradise and Bad Company and Burnt Powder, ) 130 species observed on the ranch acerage. Visit nearby Portal Az , (18 Miles) famous destination for birders and naturalists alike. PETS UPON APPROVAL ONLY $80 per stay per animal )

Popular amenities for San Simon vacation rentals

  1. Airbnb
  2. United States
  3. Arizona
  4. Cochise County
  5. San Simon